Well, it does fit every criteria there is:P and one day, i'm gonna buy that Arcanum thing and see what all the fus is about. Didn't know untill recently it was made by the same guy who made Fallout :P

Plus, you get to look at Yukari Takeba. That's a win right there....

Oh yeah, that one's a good choice as well. Also just a plain great game.

Arcanum is perhaps the best example of a masterpiece screwed over by the publishers (actually, all of Troika's games are). It's excellent but flawed, and often unbalanced. It's still great though, and I personally like it more than Fallout. Maybe I just have a thing for flawed masterpieces (The Last Express is another one. Only got it today due to the generosity of PH7, but it's pretty awesome despite its flaws).

The games that spring to mind which deal with philosophy somewhat in-depth are Planescape: Torment, Assassin's Creed and to a certain extent Neverwinter Nights 2: Mask of the Betrayer.

I don't know the first thing about actual philosophy, but I'm fairly certain AC doesn't bother much with metaphysics, even though philosophy is a major part of the story.
Planescape: Torment really must be played. I don't recall how much of the text focused on metaphysics, but go for it. You won't be disappointed.
Mask of the Betrayer is Torment's little brother, and deals primarily with religion and original sin. Since there is a bit of planeswalking (travel between the planes of existence that make up a D&D multiverse) involved, though, it also touches on some of the issues discussed in Torment.

You might also want to check out Star Wars: Knights of the Old Republic II: The Sith Lords. The only metaphysics discussed are those inimical to the setting, but the philosophical implications of the Force are explored very thoroughly, taking up the majority of the story.

I'm going to disagree on the Deus Ex recommendation. While it does feature a handful of scenes where philosophy is discussed, as well as some subject matter prose lying around for the player to discover, what there is is incredibly clumsily presented, and does not mesh at all with the overall game except in the most overarching of senses. The game is a masterpiece in design, but if you play it for the story, like I did at first, you will be sorely disappointed.

I don't get how you can say no to Deus Ex and yes to Assassin's Creed. AC games are fun but they're like if someone let Dan Brown write a videogame.

I feel that Sanitarium should get a mention. It's not really "philosophy" in its trademarked commercialised sense, but it does get the mind going.

GOG PC games- Planescape: Torment. Some conversations in Deus Ex and Arcanum have some thought provoking conversations I think but that isn't really the focus of those games.
Planescape: Torment though has the ultimate focus on philosophical dialogue I can think of in any game.

Indie PC games- Geneforge series I think even though much of them is dungeon crawling a lot of it still deals with the moral ambiguity of genetics engineering, stability of society versus freedom and other philosophical concepts but in a fantasy setting.But the games at the same time even though some situations in the game are very cool much of it is just standard rpg video game stuff and I think even more could have been done with the concepts and setting.

For consoles- Nier (not because it mentions any philosophy topics but the very nature of the game and its big plot twist really plays with the tropes in video games and makes one question the very ethics of what one would normally do in a video game and think you're doing the right thing Make sure if you beat Nier to replay it at least once with the new game + feature it has.

If you don't mind slow appearing text and random battles then also Xenogears. note, I tried to replay this game but I can't compared to when I played the game when I was younger cause the text appears too slowly.

But I'm also unsure if Xenogears was as thought provoking as it seemed when I played it in my teens.

A BIT OFF TOPIC- I wonder the same thing about Assassin's' creed games, I mean I played them and find the stories to be very cheesy and stupid. I do think though if i played them at the same age I played Xenogears I would have thought woah these games are amazing story wise. But at the same time I think it gets younger people to maybe look up some of the history and other concepts in wikipedia, youtube, or google. Or to even read books on the topics. Remember watching a youtube video talking about how Fallout 3 got a teen to get a real interest in music from the game for instance. I wonder if intellectual concepts in video games genuinely don't challenge the player as often as provoking interest in the player to look up the concepts else where that they approached in the game no matter how inaccurate or poorly used the concepts were. The only games I mentioned I played relatively recently for the first time are the Geneforge games and Nier. The geneforge games ahd some interesting ideas and a few interesting situatoins like I said before but overall mostly like other RPGs. Nier though, even though much of it is just an action at the same time I think the game even with its flaws explores aspects of the genre and other video games through the various dialogue in the game. And the plot twist upon beating may change how one thinks about video games in general and maybe make one think about how one's perceptions of reality are one sided and they may be missing some very key things that result in actions that one only knows are immoral if they can see both sides of a situation.

And even though I first played Planescape; Torment years ago the game I think is still probably among the best story experience I have had in fiction. Come to think of it both Nier and Planescape: Torment both question and play with various tropes in video game I think which in itself I find to be very cool about both games. .

I believe the competing factions in Planescape's Sigil each represent simplified versions (or to some extent caricatures) of various philosophical schools of thought or outlooks on life and its meaning.

If I recall correctly, the creators of the setting for the D&D Pen and Paper RPG that Torment is based on often referred to their concept as "philosophers with clubs". ;)

I would suggest The Dream Machine

Well, NOT Beyond Good and Evil. Despite the Nietzschereske title, it has nothing to do with that guy.

Fallout New Vegas (as most Obsidian games) come pretty loaden in the Aesop department.

And where is that damn drunk thread already!

Immortal Defense. Think "No Exit: the game".
It seriously has Sartre (of course), Nietzsche, Dostoyevsky, zen, and who knows what else, I slept through philosophy in the U.
Pay-what-you-want, min. $1.75. Resonance is a game about the trolley problem.

Oh, yes! How could I not name this one first. You'll get at least a snippet of everything! I mean check this vid. The "main plot" itself is heavy on post-humanism and what a *mind* can be. And, also, I [insert obligatory demand for Alien Crossfire].

Man I forgot how most of videos from Alpha Centauri are mind blowing.

http://www.youtube.com/watch?v=rGCaACqy1Ro&feature=relmfu

I've always found this video vaguely hilarious. The Dream Twister one is kind of terrifying though. xD Don't forget the religious philosophizing either, SMAC really does kinda cover all bases.

Seconded. It's also a brilliant game, which ought to help.

Also, there's Dear Esther. A few words of warning on this. First of all, I am not entirely sure whether it's a video game at all; it feels like an interactive art movie. Secondly, it takes about an hour, maybe two hours to complete (still worth $9.99 to me). Third, there isn't much philosophy per se, but many things are vague or unexplained, so I wound up wondering who I was actually controlling and whether the surrounding world was real - if you're wired differently from me, you might end up disappointed.

Then there's Time Fcuk which lies somewhere between genious and batshit insane, and I simply loved it. Just make sure you finish it. Don't trust Steven.